244. Alibendol

Nomenclature

CAS number: 26750-81-2
2-Hydroxy-N-(2-hydroxyethyl)-3-methoxy-5-(2-propenyl)benzamide; 5-allyl-2-hydroxy-N-(2-hydroxyethyl)-m-anisamide; 2-hydroxy-3-methoxy-5-allyl-N-(β-hydroxyethyl)benzamide; EB-1856; FC-54; H-3774; Cebera (Irex).
C13H17NO4; mol wt 251.28.
C 62.14%, H 6.82%, N 5.57%, O 25.47%.

Description and references

Amide analog of eugenol, q.v. Prepn: FR 1584715; F. Clémence, O. Le Martret, US 3668238 (1967, 1972 both to Roussel). Synthesis and pharmacologic activity: F. Clémence et al., Chim. Ther. 5, 188 (1970).

Chemical structure

Properties

Crystals from benzene, mp 95°. uv max (ethanol): 316, 218 nm. LD50 in Swiss male mice (mg/kg): >3000 orally; >2000 s.c.; 209 i.p.; 217 i.v. (Clémence).

Therapeutic Category

Choleretic; antispasmodic.

Keywords

Antispasmodic; Choleretic